Pseudostellarin D

Details

• Internal ID: fafdefe2-98d8-43ce-9d04-9f1ca2a67cba
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (6S,12S,18S,21S)-15-[(2S)-butan-2-yl]-6-[(4-hydroxyphenyl)methyl]-12,18-bis(2-methylpropyl)-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NCC(=O)NC(C(=O)NCC(=O)N2CCCC2C(=O)NC(C(=O)N1)CC(C)C)CC3=CC=C(C=C3)O)CC(C)C
• SMILES (Isomeric): CC[C@H](C)C1C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N1)CC(C)C)CC3=CC=C(C=C3)O)CC(C)C
• InChI: InChI=1S/C36H55N7O8/c1-7-22(6)31-36(51)41-25(15-20(2)3)32(47)37-18-29(45)39-27(17-23-10-12-24(44)13-11-23)33(48)38-19-30(46)43-14-8-9-28(43)35(50)40-26(16-21(4)5)34(49)42-31/h10-13,20-22,25-28,31,44H,7-9,14-19H2,1-6H3,(H,37,47)(H,38,48)(H,39,45)(H,40,50)(H,41,51)(H,42,49)/t22-,25-,26-,27-,28-,31?/m0/s1
• InChI Key: AEYSUFUZZXZLEV-KBPCQMSISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₅N₇O₈
• Molecular Weight: 713.90 g/mol
• Exact Mass: 713.41121174 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

• 158335-65-0
• Cyclo(gly-pro-leu-ile-leu-gly-tyr)
• (6S,12S,18S,21S)-15-[(2S)-butan-2-yl]-6-[(4-hydroxyphenyl)methyl]-12,18-bis(2-methylpropyl)-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• (6S,12S,18S,21S)-15-((2S)-butan-2-yl)-6-((4-hydroxyphenyl)methyl)-12,18-bis(2-methylpropyl)-1,4,7,10,13,16,19-heptazabicyclo(19.3.0)tetracosane-2,5,8,11,14,17,20-heptone
• RefChem:176999
• AC1Q6FZO
• DTXSID20935906
• cyclo(glycyl-l-prolyl-l-leucylisoleucyl-l-leucylglycyl-l-tyrosyl)
• 6-(Butan-2-yl)-1,4,7,10,13,16-hexahydroxy-15-[(4-hydroxyphenyl)methyl]-3,9-bis(2-methylpropyl)-3,6,9,12,15,18,21,22,23,23a-decahydro-19H-pyrrolo[1,2-a][1,4,7,10,13,16,19]heptaazacyclohenicosin-19-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9361	93.61%
Caco-2	-	0.8674	86.74%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7070	70.70%
OATP2B1 inhibitior	-	0.5737	57.37%
OATP1B1 inhibitior	+	0.8487	84.87%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8965	89.65%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.8930	89.30%
CYP3A4 substrate	+	0.6544	65.44%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	-	0.8969	89.69%
CYP2C19 inhibition	-	0.8022	80.22%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.9636	96.36%
CYP2C8 inhibition	+	0.5737	57.37%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6605	66.05%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.7870	78.70%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4916	49.16%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5020	50.20%
skin sensitisation	-	0.9009	90.09%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6100	61.00%
Acute Oral Toxicity (c)	III	0.6331	63.31%
Estrogen receptor binding	+	0.7721	77.21%
Androgen receptor binding	+	0.6920	69.20%
Thyroid receptor binding	+	0.5259	52.59%
Glucocorticoid receptor binding	+	0.6238	62.38%
Aromatase binding	+	0.6145	61.45%
PPAR gamma	+	0.7215	72.15%
Honey bee toxicity	-	0.8074	80.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7342	73.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.10%	90.08%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	96.86%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.71%	94.45%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	96.66%	96.69%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	95.11%	99.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.17%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.49%	85.14%
CHEMBL3524	P56524	Histone deacetylase 4	92.24%	92.97%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.17%	82.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.84%	97.09%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	91.37%	94.36%
CHEMBL4616	Q92847	Ghrelin receptor	90.50%	92.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.22%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	89.10%	94.75%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.62%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.54%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	88.35%	95.62%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.05%	99.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.90%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.65%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	85.93%	97.05%
CHEMBL206	P03372	Estrogen receptor alpha	85.55%	97.64%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.27%	88.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.34%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.29%	95.93%
CHEMBL4071	P08311	Cathepsin G	83.55%	94.64%
CHEMBL2535	P11166	Glucose transporter	82.72%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.44%	85.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.17%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.83%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.42%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.81%	83.82%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.40%	93.40%
CHEMBL4208	P20618	Proteasome component C5	80.21%	90.00%

Plants that contains it

• Pseudostellaria heterophylla

Cross-Links

• PubChem: 164508
• NPASS: NPC306651
• LOTUS: LTS0230811
• wikiData: Q82912010